Summary: At our May WIN event, Uptown Properties' own Chris Shepard delivered a candid market update on where Portland's rental market stands heading into mid-2026. From softening rents and rising inventory to where the opportunities still exist for strategic investors — Chris broke it all down with real RMLS data and cycle ...

Summary: At our May WIN event, landlord-side attorney Robert Phed of Phed Law revealed why most Oregon eviction cases are lost in the first 30 days — before anything ever reaches a courtroom. From notice defects to rent acceptance errors, Robert walked a packed room through the most common and costly mistakes landlords, realtors, an...

The Repeatable Deal Machine: Part 2 – The Tactical Q&AReading Time: 5 MinutesSummary: Following her presentation at our April WIN event, Mel Dorman sat down for an unfiltered Q&A. While Part 1 covered the "why," Part 2 dug into the mechanics of sourcing, the "Green Flags" of a perfect seller, and the 3 La...

The Repeatable Deal Machine: Part 1 – Banking on Your NeighborReading Time: 5 MinutesSummary: At our April Westside Investors Network (WIN) event, guest speaker Mel Dorman shared a framework for real estate that bypasses the traditional banking system entirely. Drawing from her viral TEDx talk, Mel broke down the tactical and social...

The 2026 Strategy Shift: Why Now is the Window for Portland Real EstateReading Time: 5 MinutesSummary: At our latest Westside Investors Network (WIN) event, co-founder Chris Shepard delivered a high-stakes market update that challenged the "wait-and-see" mentality. While the 2026 market feels heavy due to interest rates and &quo...

The Sober Path to Growth: Navigating the Bear vs. Bull Debate at The EvergreenReading Time: 4 MinutesSummary: Last week’s Investor Lab "Bear vs. Bull Debate" at The Evergreen offered a rare commodity: a sober, holistic picture of the real estate landscape. Guest speaker Eric Larsen grounded the room of 60+ practitioners in...

Highlights from the NARPM Portland LuncheonReading Time: 4 MinutesSummary: The monthly NARPM event at the Old Spaghetti Factory featured a full house and a forward-looking deep dive into the intersection of property management and Artificial Intelligence. With guest speakers from RentVine and Property Manager Websites (PMW), the discussio...

Values-Driven Investing: A Recap of "Inside the Deal" with Brandon EastmanReading Time: 4 MinutesSummary: While many real estate events get lost in the "granular jargon" of cap rates and IRR, the latest Investor Lab event offered something deeper. Guest Brandon Eastman (Owner of Bentley's Coffee) sat down in Salem ...

Event Recap: CCIM Apartment Update with Patrick BarryReading Time: 4 MinutesSummary: The recent CCIM luncheon brought a sobering "reality check" to Portland’s multifamily sector. Keynote speaker Patrick Barry outlined a market currently squeezed by grim labor statistics, rising vacancies, and skyrocketing operating costs. ...